Convallatoxin

Convallatoxin
Names
IUPAC name
(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Other names
Strophanthin 3alpha-1-rhamnoside ; Strophanthidin alpha-l-rhamnopyranoside; Strophanthidin a-l-rhamnopyranoside; Corglykon;20(22),5beta-cardenolid-19-al-3beta,5beta,14beta-triol-3beta-d-[a-1-rhamnopyranoside] ; 5Beta,20[22]-cardenolide-19-one-3beta,5alpha,14-triol-3-[6-deoxy-alpha-l-mannopyranosyl] ; 3Beta,5alpha,14-trihydroxy-19-oxo-5beta,20[22]-cardenolide-3-[6-deoxy-alpha-l-mannopyranosyl]
Identifiers
508-75-8 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:27663 N
ChEMBL ChEMBL399336 N
ChemSpider 390428 N
ECHA InfoCard 100.007.352
EC Number 208-086-3
PubChem 441852
Properties
C29H42O10
Molar mass 550.65 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Convallatoxin is a glycoside extracted from Convallaria majalis.

Action and uses

Similar to digitalis, it is mainly used for acute and chronic heart failure.

Detection

Convallatoxin can be detected alongside digoxin using luminescent oxygen channelling technology–based digoxin assay LOCI which could possibly detect other glycosides present in plasma derived from Lily of the Valley plant.

Based on the observed apparent digoxin concentration, convallatoxin concentration in the serum can be calculated using a formula: y = 89.9x2 – 524x + 617.3 y = convallotoxin (ng/mL) x = LOCI digoxin concentration (ng/mL)[1]

References

  1. Am J. Clin. Pathol. 2014 Sep;142(3):307-12. doi: 10.1309/AJCPCOXF0O5XXTKD. Rapid detection of the active cardiac glycoside convallatoxin of lily of the valley using LOCI digoxin assay. Welsh KJ, Huang RS, Actor JK, Dasgupta A.
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